Happy Valley Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

Photo by Deanna Leach

Your Happy Valley Vacation

Lock in a Happy Valley vacation package that includes everything you need without any unnecessary extras. Good for shopping, nightlife and bars and pubs, think about staying in the neighborhood of Mississippi District. If your trip to Happy Valley includes some sightseeing, hit up much-loved attractions like Clackamas Town Center, Reed College and Mall 205. Expedia is here to help you escape the everyday. Tailor your vacation to Happy Valley to suit your travel style, whatever that may be.

Top Happy Valley Vacation Deals

Price found within the past 48 hours. Click for updated prices.
The Benson Portland, Curio Collection by Hilton

The Benson Portland, Curio Collection by Hilton

4 out of 5
Downtown Portland
per person
Aug 18 - Aug 22
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Portland (PDX)
9/10 Wonderful! (1,000 reviews)
Very historic. In great restored shape. I saw a documentary on this hotel as it a an important Portland landmark. Very was co nice and responsive. Room was in perfect high end shape and very responsive and effective climate control The restaurant severed breakfast and dinner. Top notch food and friendly polite wait staff. Prices were so low, it was hard to believe.

Reviewed on Jul. 7, 2025

Hyatt Centric Downtown Portland

Hyatt Centric Downtown Portland

4 out of 5
Downtown Portland
per person
Aug 18 - Aug 22
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Portland (PDX)
9/10 Wonderful! (1,025 reviews)
Really nice place!!

Reviewed on Jul. 11, 2025

Mark Spencer Hotel

Mark Spencer Hotel

3 out of 5
Downtown Portland
per person
Aug 18 - Aug 22
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Portland (PDX)
9.2/10 Wonderful! (1,503 reviews)
Central location in downtown Portland. Nice wine tasting hour each night. Rooms have small kitchenettes. Needs some updates. Near Powell books, Mcmenamins, shops. Light rail runs in front.

Reviewed on Jul. 11, 2025

Sentinel Hotel

Sentinel Hotel

5 out of 5
Downtown Portland
per person
Aug 18 - Aug 22
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Portland (PDX)
8.8/10 Excellent! (1,001 reviews)
Love the location and the service is great.

Reviewed on Jul. 7, 2025

Dossier Hotel

Dossier Hotel

4.5 out of 5
Downtown Portland
per person
Aug 18 - Aug 22
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Portland (PDX)
9.2/10 Wonderful! (1,125 reviews)
Overall the hotel was good with a good bar and good views of Portland.

Reviewed on Jul. 11, 2025

Where to stay in Happy Valley

Find the best Happy Valley areas and neighborhoods for the activities you enjoy most. Learn more about Happy Valley
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Sunnyside

Unique features of Sunnyside include the shopping and restaurants. Make a stop by Cedar Park Trailhead or Sunnyside Road Trailhead while you're exploring the area.

Find hotels in Sunnyside

Ready to book your vacation to Happy Valley?

 

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Happy Valley Hotel Deals

Courtyard by Marriott Portland City Center
Courtyard by Marriott Portland City Center
3.5 out of 5
550 SW Oak Street, Portland, OR
Fully refundable
The price is CA $152 per night from Jul 13 to Jul 14
CA $152
CA $178 total
Jul 13 - Jul 14
includes taxes & fees
8.6/10 Excellent! (1,817 reviews)
"Property is in a very convenient location and the staff was very friendly and cordial."

Reviewed on Jul. 8, 2025

Courtyard by Marriott Portland City Center
The Paramount Hotel
The Paramount Hotel
3.5 out of 5
808 SW Taylor St, Portland, OR
Fully refundableReserve now, pay when you stay
The price is CA $154 per night from Jul 20 to Jul 21
CA $154
CA $179 total
Jul 20 - Jul 21
includes taxes & fees
9.2/10 Wonderful! (2,586 reviews)
"excellent"

Reviewed on Jul. 11, 2025

The Paramount Hotel
Red Lion Hotel Portland Airport
Red Lion Hotel Portland Airport
3 out of 5
7101 NE 82nd Ave, Portland, OR
Fully refundableReserve now, pay when you stay
The price is CA $112 per night from Jul 16 to Jul 17
CA $112
CA $130 total
Jul 16 - Jul 17
includes taxes & fees
7.6/10 Good! (2,444 reviews)
"Great Hotel"

Reviewed on Jul. 10, 2025

Red Lion Hotel Portland Airport
See all 2,692 properties in Happy Valley
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Discover the most popular places to visit in Happy Valley

Moda Center

Moda Center

4.5/5(129 reviews)

See sporting teams do battle and rock out to musical legends at one of Portland’s major venues for sports and big-ticket entertainment events.

Moda Center
Oregon Zoo showing landscape views and zoo animals as well as a large group of people

Oregon Zoo

4/5(54 reviews)

Awesome beasts native to America have a home alongside exotic and endangered species from around the world at this picturesque Portland attraction.

Oregon Zoo
Tom McCall Waterfront Park which includes a bridge, a river or creek and bird life

Tom McCall Waterfront Park

4/5(94 reviews)

Cool off in the fountain, walk or bike the paths, or take in a festival at the Tom McCall Waterfront Park.

Tom McCall Waterfront Park

What to do in Happy Valley

Portland: 2-hour Lunch Cruise on the Willamette River

Portland: 2-hour Lunch Cruise on the Willamette River

CA $119
per adult
96% of travellers recommend
Portland: 2-hour Lunch Cruise on the Willamette River
Portland Downtown Highlights: "The Golden Adventure" Exploration Game

Downtown Golden Adventure Quest Experience in Portland

CA $12
per adult
Downtown Golden Adventure Quest Experience in Portland
Half-Day Multnomah Falls & Gorge Waterfalls Tour

Half-Day Multnomah Falls & Gorge Waterfalls Tour

CA $117
per traveller
96% of travellers recommend
Half-Day Multnomah Falls & Gorge Waterfalls Tour
See all activities in Happy Valley

Frequently asked questions

How much does a Happy Valley vacation package cost?
You can snap up a vacation package to this popular destination from CA $518 on Expedia. But how much your vacation to Happy Valley costs will depend on the season, length of stay and hotel choice.
What are the cheapest months to go to Happy Valley?
If you're hoping to score a cheap Happy Valley vacation package, consider visiting in January, May and October. You'll generally find lower rates on accommodations and flights during these months --- perfect for budget-conscious travellers.
How many days is enough for Happy Valley?
Happy Valley vacations can be short or long, but to get a true feel for this place, we reckon 4 days is about right. In this timeframe, you can fit in top attractions like Waverley Country Club and Eastmoreland Golf Course and seek out some underrated gems. Don't forget to explore neighbourhoods such as Sunnyside and Southgate either. If you're smart with your time, you can even schedule a day trip from Happy Valley too.
Is it worth booking a vacation package to Happy Valley?
It's no wonder a Happy Valley vacation is on the must-do list of many travellers. Well-known attractions like Hood View Park are just the start of what you can explore here.
How to find the best Happy Valley package deals?
Landing a cheap Happy Valley package deal is easy with Expedia. Once you've entered your preferred dates and destination under our "Packages" tab, set your maximum budget, add some filters and see what's available. You can tweak your search by "Property class," "Number of bedrooms," "Traveller experience" and more. Sort the results by "Price: low to high" to discover the most wallet-friendly Happy Valley package deals. Want a simple trick to get the biggest savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are generally lower.
Is it cheaper to book a Happy Valley vacation as a package?
An Expedia vacation package could score you significant savings when compared to arranging hotels and flights separately. Better still, you can tailor your Happy Valley trip to match your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a vacation package to Happy Valley?
If you have your Happy Valley travel dates finalized, book early to snap up some terrific deals. With Expedia, you can typically reserve some flights up to a year in advance. Prefer spontaneous trips? Our last-minute deals are perfect for jetting off on a whim.
How to plan a trip to Happy Valley?

  1. Choose the right time to travel: Your schedule, preferred season and the type of weather you enjoy can all impact your decision on when to go to Happy Valley.
  2. Work out your budget: Ensure you have enough money to pay for everything from dining out and transportation to airfares and activities. Your accommodations will likely be the largest expense during your trip to Happy Valley.
  3. Decide your trip length: Consider how much time you want to spend discovering Happy Valley. Plan your itinerary so you can get to all the attractions and experiences you're interested in without rushing.
  4. Combine your accommodations and airfare: Once you've settled on your dates and duration, book the ideal Happy Valley vacation package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.